Scholarlink

Abstract <p>The deprotection reaction of 1-<i>tert</i>-butyldimethylsilyl-2-(3′-iodopropyl)-<i>ortho</i>-carborane using Bu<sub>4</sub>NF is accompanied by a number of side reactions, leading to 1-(3′-fluoropropyl)-<i>ortho</i>-carborane—the product of nucleophilic substitution—as the main product. Besides 1-(3′-fluoropropyl)-<i>ortho</i>-carborane and the expected 1-(3′-iodopropyl)-<i>ortho</i>-carborane, the reaction products are the previously known 1-allyl-<i>ortho</i>-carborane and 1,2-μ-trimethylene-<i>ortho</i>-carborane. The crystalline molecular structures of 1-ClCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>-2-<i>t</i>BuMe<sub>2</sub>Si-1,2-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> and 1-ICH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>-2-<i>t</i>BuMe<sub>2</sub>Si-1,2-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> were determined by single crystal X-ray diffraction.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

An Unusual Case of Silyl Deprotection in ortho-Carborane Derivatives. Synthesis of 1-(3′-Fluoropropyl)-ortho-carborane

  • 期刊论文

  • 发表日期：

    2026年3月19日

查看全文
  • Kirill E. Erdelyi,
  • Kyrill Yu. Suponitsky,
  • Darina I. Nasyrova,
  • Polina V. Ivanova,
  • Sergey V. Timofeev,
  • Sergey A. Anufriev,
  • Igor B. Sivaev

摘要

Abstract

The deprotection reaction of 1-tert-butyldimethylsilyl-2-(3′-iodopropyl)-ortho-carborane using Bu4NF is accompanied by a number of side reactions, leading to 1-(3′-fluoropropyl)-ortho-carborane—the product of nucleophilic substitution—as the main product. Besides 1-(3′-fluoropropyl)-ortho-carborane and the expected 1-(3′-iodopropyl)-ortho-carborane, the reaction products are the previously known 1-allyl-ortho-carborane and 1,2-μ-trimethylene-ortho-carborane. The crystalline molecular structures of 1-ClCH2CH2CH2-2-tBuMe2Si-1,2-C2B10H10 and 1-ICH2CH2CH2-2-tBuMe2Si-1,2-C2B10H10 were determined by single crystal X-ray diffraction.